Hydrochloric Acid → HCID 67753607, compound

HRID 258287Notes

Reaction equation

HRID 258287 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[C@@H:12]3[CH2:16][C@@:5]([CH2:17][N:18]4[CH2:23][CH2:22][CH:21]([NH:24][C:25](=[O:30])[CH2:26][O:27][CH2:28][CH3:29])[CH2:20][CH2:19]4)([C:6]4[C:11]3=[CH:10][CH:9]=[CH:8][CH:7]=4)[C:4]=2[CH:3]=1.Cl>CCOCC>[ClH:1].[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[C@@H:12]3[CH2:16][C@@:5]([CH2:17][N:18]4[CH2:19][CH2:20][CH:21]([NH:24][C:25](=[O:30])[CH2:26][O:27][CH2:28][CH3:29])[CH2:22][CH2:23]4)([C:6]4[C:11]3=[CH:10][CH:9]=[CH:8][CH:7]=4)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53752701HCID 53752701, compound

Product 1

HCID 67753607HCID 67753607, compoundYield 172.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

To a cold (ice bath) stirred solution of Example 3 (145 mg, 0.34 mmol) in ether (5 mL) was added ethereal hydrochloride (2 mL). After stirring at 0° C. for 0.5 h, the resulting suspension was filtered to give the title compound as a white solid (135 mg, 86%), mp 221.0°-3.0° C.; MS(CI): 425 (M+H); NMR (300 MHz, DMSO-d6): 1.14(t, 3H, J=6.3 Hz), 1.19(m, 4H), 2.50(s, submerged by DMSO, 2H), 2.75(m, 2H), 3.40-3.55(br m, 4H), 3.83(s, 2H), 3.91(br s, 1H), 4.20-4.40(br m, 2H), 4.48(s, 1H), 7.01(m, 3H), 7.33(m, 4H), 7.93(d, 1H, J=8.0 Hz), 10.08(br s, 1H).

Workup

  1. filtrationthe resulting suspension was filtered

Sources & evidence

ORD record
ord-da7d41b0f44248889d1b270d86949fcd
Source dataset
uspto-grants-1993_11
Patent number
US05266570

Reaction notes

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